4733-09-9

Basic information

• Product Name: 4a,4b,5,6,7,8,10,10a-octahydrophenanthrene-1,4-dione
• CAS NO: 4733-09-9
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.2756
• Mol File: 4733-09-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 377.6°C at 760 mmHg
• Flash Point: 141.6°C
• Density: 1.16g/cm³
• Vapor Pressure: 6.69E-06mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: 4a,4b,5,6,7,8,10,10a-octahydrophenanthrene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4a,4b,5,6,7,8,10,10a-octahydrophenanthrene-1,4-dione(4733-09-9)
• EPA Substance Registry System: 4a,4b,5,6,7,8,10,10a-octahydrophenanthrene-1,4-dione(4733-09-9)

Safety Data

• Hazardous Substances Data: 4733-09-9(Hazardous Substances Data)

Upstream product

• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 1940-19-8 1-vinylcyclohexanol 
• 695-12-5 vinylcyclohexane 
• 106-51-4 p-benzoquinone 
• 2622-21-1 1-vinylcyclohexene 

Downstream Products

• 408336-08-3 (+/-)-4b,5,6,7,8,10-hexahydro-phenanthrene-1,4-diol 

Relevant articles and documents

High Activity and Efficient Turnover by a Simple, Self-Assembled "artificial Diels-Alderase"

The Diels-Alder (DA) reaction is a cornerstone of synthesis, yet Nature does not use catalysts for intermolecular [4+2] cycloadditions. Attempts to create artificial "Diels-Alderases" have also met with limited success, plagued by product inhibition. Using a simple Pd2L4 capsule we now show DA catalysis that combines efficient turnover alongside enzyme-like hallmarks. This includes excellent activity (kcat/kuncat > 103), selective transition-state stabilization comparable to the most proficient DA catalytic antibodies, and control over regio- and chemoselectivity that would otherwise be difficult to achieve using small-molecule catalysts. Unlike other catalytic approaches that use synthetic capsules, this method is not defined by entropic effects; instead multiple H-bonding interactions modulate reactivity, reminiscent of enzymatic action.